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Section 6. Chemistry
https://doi.org/10.29013/AJT-21-1.2-41-44
Kosimova O., Nurmanov S., National University of Uzbekistan named after Mirzo Ulugbek E-mail: [email protected]
OPTIMATION OF PROGRESS OF CATALIZATION VINYLATION PHENOL DERIVATES
Abstract. In this work heterogenno-catalytical vinylation of m- and p- cresols with acetylene has been investigated and at this it was determined influence of such factors as quantity of catalyst, temperature and nature of cresols. KOH nunid on the beazer (activated coal) was used as catalyst.
Keywords: Heterogeneus-catalytical vinylation, acetylene, vinyl ethers, m- and p- cresols.
Vinylation of organical compounds containing hy- In this work heterogenno-catalytical vinylation
drolytic group including phenol and it's derivatives of m- and p- cresols with acetylene has been investi-
has been investigated by some authors [1; 2] This pro- gated and at this it was determined influence of such
cess is carried out as a rule at high pressure [3; 4] and factors as quantity of catalyst, temperature and na-
at this special conditions and equipment are necessary ture of cresols. KOH nunid on the beazer (activated
and also explanation-dangerous of acetylene has ham- coal) was used as catalyst.
pered it's practical realization. Catalytical reactions of Preminary experiments have shown that at het phenol and it's derivatives with acetylene were carried heterogeneous catalytical vinylation of m- and pout principally in homogeneous conditions and prac- cresols by acetylene their vinyl ethers have been tically don't investigated [5; 6]. formed according to following.
OH OCH=CH2
'CH3
+ hc=ch koh > i ""h ch3
where: radical CH3 is in m- or p- positions in aromatical ring With aim of determination of influence of (table-1) have shown that with increasing of KOH content of KOH beared on activated coal the re- content to 30 mass.% from mass of activated coal action was carried out and at it's concentration the yield of vinyl ethers was increased and than 5-35 mass.% from mass cresol. Obtained results was decreased with further increasing of catalyst
concentration on earer. (Table 1). For example with increasing of content of KOH from 5.0 to 30.0 mass.% and from 12,2 to 51,4 mass.% correspondingly.
Table 1.- Influence of KOH content on bearer (activated coal) on yield of vinyl ethers of m- and p- cresols
Quantity of KOH on bearer mass% Yield of vinyl ethers, mass%
Vinylation of m- cresol
5,0 20,0
10,0 35,0
15,0 42,0
20,0 50,0
25,0 54,2
30,0 58,2
35,0 58,0
Vinylation of p- cresol
5,0 12,2
10,0 25,0
15,0 34,2
20,0 43,4
25,0 48,6
30,0 51,4
35,0 50,6
It was shown that in all cases the yield of vinyl ether of m- cresol was hire in comparison with vinyl ether of p- cresol. This has proved that in reaction of catalytical vinylation by acetylene m- cresol is more active than p- cresol.
Determined optimal quantities of catalyst may be explain by factor that with increasing of it's quantity on bearer the number of active centers on the bearer surface also increased, optimal of KOH on bearer is 30 mass.%
Also influence of temperature in interval 200300 C on yield ofvinyl ethers of cresols has been investigated and obtained at this results are presented on (fig. 1).
It is shown that with increasing of temperature yields of vinyl ethers of cresols also have increased
and at this yield ofvinyl ethers of m - cresol was hire in comparison with such of p-cresol. For example, with increasing temperature in interval 200-280oC yield of vinyl ether of m- cresol has increased from 16,5 to 58,0 mass.% and in case of p- cresol from 12,0 to 51,3 mass.%. Further increasing of temperature cause decreasing of yields of forming products: for example at 300oC yield of obtained ethers was 56,4
Температура, 0С
Figure 1. Dependence vinyl of ethers of yields: m - cresol (a) and p - cresols(b) on temperature
Such reaction of catalytical vinylation of m- and p- cresols by acetylene has been investigated. It was shown that at this corresponded vinyl ethers were formed and in all cases yield of vinyl ether m- cresol was hire that such p- cresol. Also it was investigated mathematical modelation of vinylation of cresols with aim it's optimization.
The offered method of obtain vinyl ethers of cresols on the base of acetylene is differed by complication of stechiometry and heat exchangel phenom-enous. For carrying out of mathematical modelation the yield of vinyl ethers of m-cresol was chosen as purpose function. Results by dependence of products yield on temperature and duration of reaction which were used as working functions are presented in (table 2).
Table 2.- Results of carrying out experiments by vinylation of m- cresol
№ Temperature, 0C Duration of reaction, h. Yield of vinyl ether of m-crezol,%
1. 85 4,0 0,0
2. 110 4,0 3,0
3. 110 6,0 35,0
4. 85 4,0 34,0
5. 110 4,0 43,0
6. 140 4,0 30,0
7. 140 6,0 28,0
Temperature and durational dependence of yield what has proved Tightness diapasons of experiments. of vinyl ether of m- cresol have an extremal character Results of modelation are presented on (fig 2).
Figure 2. Iconagramma of mathematical modelation of m- cresol vinylation
References:
1. Parmanov A. B., Nurmonov S. E., Djumagulov Sh., IsomiddonovJ. Synthesis of divinyl ester of adipic acid // European Journal of Molecular & Clinical Medicine. ISSN: 2515-8260.- Vol. 07. - Iss. 07, 2020.-P. 909-920.
2. Парманов А. Б., Нурмонов С. Э., Атамуродова С. И., Ибрагимов Т. Гомогенно - каталитическое винилирование 2-гидрокси-2-фенилэтановой кислоты // Зол-гел 2018. Меж. конф.- Санкт-Петербург, Россия-2018. 26-29 август.- С. 244-246.
3. Парманов А. Б., Нурмонов С. Э., Колесинско Беата, Хандамов Б. Н. Синтез виниловых эфиров карбоновых кислот с участием 2-хлор-4,6-диметокси-1,3,5-триазина // Молодежь-как движущая сила развития науки. Меж. конф. - Чимкент, Казахстан-2019. 3-мая.- С. 183-185.
4. Охундадаев А. К., Солиев М. И., Нурмонов С. Э., Парманов А. Б. Реакции некоторых гидроксикислот с ацетиленом // Universum: химия и биология: электрон. научн. журн. 2020.- № 10(76).
5. Abdullaev J. U., Nurmanov S. E., Parmanov A. B., Mirkhamitova D. X. Synthesis of aliphatic alcohols on the base on ethylene // National Association of Scientists. Yekaterinburg, Russia, 2020.- No. 60.-P. 34-36.
6. Khamidov A., Nurmanov S. E., Ruzimuradov O. N., Parmanov A. B. Formation of anodic porous alumina in oxalic acid and electrodeposition of Ni // National Association of Scientists. Yekaterinburg, Russia, 2020.- No. 60.- P. 37-41.
